Customer Success Associate - Sports & Gaming

Betstamp Inc.; Toronto; On-site; CAD 55,000 - 70,000; Full time

Job summary

Betstamp Inc. is seeking a Customer Success Associate to join their dynamic team in Toronto. This role focuses on onboarding new users, maximizing account growth, and engaging with the community to enhance the Betstamp experience. Ideal candidates will have prior experience in customer service or sales roles, a passion for sports, and the ability to self-manage effectively.

Benefits

Competitive compensation and rapid promotion

Coaching and upskilling opportunities

Access to world-class betting tools

Sports-centric culture with team events

Qualifications

• Experience in customer success, sales or hospitality preferred.
• Ability to manage time and self-manage tasks.
• Solid communication skills are essential.

Responsibilities

• Onboard users and demo key features of the product.
• Spot upselling opportunities and beat monthly targets.
• Help organize events and gather user feedback.

Skills

Communication skills

Customer engagement

Sales skills

Presentation skills

Education

6–24 months in customer success, sales, or hospitality

Tools

CRM tools

Excel

PowerPoint

Job description

About Us:

Betstamp is the future of sports betting. We were founded in 2020 to make sports betting easy and accessible to everyone, while also improving your odds of winning your bets. Our team is dedicated to creating the best user experience possible while educating the public about sports betting.

How Betstamp Works:

We help develop winning bettors with tools, tracking, promotions, and analysis!

With 200+ sportsbook, DFS, casino & social sweepstakes sites integrated into our products, Betstamp is your one-stop for everything sports betting and advantage play. Betstamp is built by a team of winning bettors looking to help you enhance your long-term success. Whether you're a sharp, professional winning bettor or just getting started, Betstamp offers the tools and resources you need to optimize your betting strategy, increase your profits, and identify betting trends.

Our products & features include:

- Professional +EV Betting Screen - Quickly identify market outliers, arbitrage opportunities, and the best bets across multiple sportsbooks.

- Free Sports Betting Odds Comparison – Compare real-time betting odds & get the best price across major sportsbooks, daily fantasy sports (DFS) providers and sweepstakes sports

- Player Props Research Tool – Find and compare player prop odds for all your favourite betting sports and sports leagues

- Bet Tracking - Seamlessly input & track your bets in real-time for FREE and receive notifications when your bets win

- Betting Insights & Analysis – Use our sports betting software to analyze your betting history for actionable insights and improvements.

- Betting Community – Connect with friends, receive updates & tips from their bets, and engage with the betting community

- Betting Promotions - Stay on top of the latest promotions from betting and casino sites to maximize your dollars on Day 1!

Join the Betstamp community TODAY and unlock your edge!

Career Opportunities & Culture:

Learn more about our company at https://betstamp.com/careers!

Why Betstamp

We give sports fans an edge. Our free app compares live odds at 200 + sportsbooks and tracks every bet so users win more often. At our King Street West HQ you’ll feel startup energy—live game streams, fast decisions, zero corporate red tape—and see the impact of your work the very first day.

What You'll Do

• Onboard & Delight (≈ 60 %) – run 1:1 or small-group user sessions, demo key features, and set new users up for wins.
• Grow Accounts (≈ 25 %) – spot upsell moments, explain premium programs, and beat monthly targets.
• Champion the Community (≈ 10 %) – help organize in-person events, gather product ideas, and turn feedback into features
• Represent the Brand (≈ 5 %) – staff booths at local events, answer questions, and convert fans into power users

You'll Thrive Here If You..

• Are a people person—comfortable presenting, persistent with follow-ups, and energized by live conversations.
• Have 6–24 months in customer success, sales, hospitality, or any role with revenue targets (co-ops/internships count).
• Self-manage: plan your week, ask for feedback, iterate fast.
• Love sports (or at least the vibe). Betting savvy is a plus, not a must.
• Can be onsite daily at 370 King St W—streetcar stop outside, 10-min walk from Union Station.
• Bring the basics: Solid PowerPoint / Excel, and written communication skills

Nice To Have's (not deal-breakers)

• Experience hitting stretch KPIs
• Event-planning or campus-rep background
• Familiarity with CRM tools (HubSpot, Salesforce, etc.)
• Familiarity with AirTable, ChatGPT, and other automation platforms

What We Offer

• Competitive compensation & rapid promotion - track to Customer Success Manager in 12–18 months
• Coaching& upskilling - team trainings & mentorship from seasoned professionals
• AI-Augmentation -free reign on testing & spending on the AI tools of the future to help you excel
• World-Class betting tools- get access to our best tools that professional bettors use, for FREE
• Sports-centric culture – team watch parties, office prop pools, and the inside scoop on sharp bets.

Training Timeline

• Week 1: Bootcamp
• Weeks 2-4: Shadowing
• Month 2: Live calls

Hiring Process

• Virtual Interview Invite - Culture & Role Fit
• Skill Showcase - Onboard us like a new user (Brief provided)
• On-Site Interview - Meet the team, tour the office, ask anything
• Offer - 48-Hour Turnaround

We care more aboutability to learn and deliverthan ticking every box—if you’re close, apply!

Plan to startJune 2025, but we’ll flex for the right person.